Holiday cottages in Winchcombe

Holiday cottages in Winchcombe

Home to the biggest range at the lowest price

Check-in

{{checkInFormatted}}

Add dates

± {{flex}}
Check-out

{{checkOutFormatted}}

Add dates

± {{flex}}

Live availability

Live prices

Book instantly

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Winchcombe Cottages

  • Last Minute Cottages - Wood Stanway House
  • Gloucestershire

    Wood Stanway House

    Ref: S819690

    Reviews 3

    6
    10
    Newtown lies on the banks of the River Severn, in the heart of the beautiful Montgomeryshire countryside, and boasts a vibrant art gallery, museums and a variety of pubs and restaurants. Newtown is also home to Theatr Hafren, one of Wales’s...

    From

    £376

    per night
    View

  • Last Minute Cottages - Old Sorting Office
  • 1

    Gloucestershire

    Old Sorting Office

    Ref: S136504

    Reviews 73

    1
    2
    The bustling Fairtrade town of Winchcombe, a conservation site, lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample a mouthwatering array of local produce in the town's restaurants, wine bars, tea shops and...

    From

    £81

    per night
    View

  • Last Minute Cottages - Mouse Hole Cottage
  • 2

    Gloucestershire

    Mouse Hole Cottage

    Ref: S105943

    Reviews 40

    3
    6
    The town of Winchcombe lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample an array of local produce in the town's restaurants, wine bars, tea shops and deli's, or stroll around the range of local shops, all...

    From

    £76

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Woodmancote
  • 1

    Gloucestershire

    2 Bed Cottage in Woodmancote

    Ref: S233498

    2
    2
    Additional information and rules - Sleeps 2+1 - 2 bedrooms – 1 king-size zip-and-link and 1 single - 1 bathroom with shower over bath and WC - Electric oven and hob, microwave, fridge freezer, dishwasher and washing machine - Off-road...

    From

    £95

    per night
    View

  • Last Minute Cottages - Suncroft
  • 1

    Gloucestershire

    Suncroft

    Ref: S778456

    Reviews 4

    4
    7
    The historic Cotswold village of Prestbury lies on the edge of the spa town of Cheltenham, surrounded by beautiful Gloucestershire countryside and claims to be the most haunted village in England! The village offers a range of amenities including...

    From

    £152

    per night
    View

  • Last Minute Cottages - Thatchers Barn
  • 2

    Gloucestershire

    Thatchers Barn

    Ref: S277306

    Reviews 71

    2
    4
    Toddington is small village situated on the edge of the Costwolds AONB in north Gloucestershire, home to a country pub, village, church, train station, and Toddington manor which dates back to the 19th century. Nearby is the spa town of...

    From

    £190

    per night
    View

  • Last Minute Cottages - Primrose Cottage
  • 1

    Gloucestershire

    Primrose Cottage

    Ref: S535994

    Reviews 11

    3
    6
    Midway between Cheltenham and Broadway, the thriving Fairtrade town of Winchcombe, a conservation site, is located above the River Isbourne. Visitors can browse the unique selection of local stores along the town's three main streets, which still...

    From

    £80

    per night
    View

  • Last Minute Cottages - Thimble Cottage
  • 1

    Gloucestershire

    Thimble Cottage

    Ref: S268443

    Reviews 41

    2
    4
    Winchcombe is a Fairtrade town which lies above the River Isbourne, midway between Cheltenham and Broadway. Within the town you will find an array of restaurants, wine bars, tea shops and deli's, which are accompanied by local shops which enjoy a...

    From

    £85

    per night
    View

  • Last Minute Cottages - Vicarage Barn
  • Gloucestershire

    Vicarage Barn

    Ref: S855578

    Reviews 12

    2
    4
    Set amid the beauty of the Cotswolds National Landscape, this delightful Grade II-listed property is ideal for couples, families or friends looking for a peaceful rural holiday. The market town of Winchcombe (2.5 miles) is known as a centre for...

    From

    £118

    per night
    View

  • Last Minute Cottages - Orchard Lea, Winchcombe
  • Gloucestershire

    Orchard Lea, Winchcombe

    Ref: S855517

    Reviews 15

    3
    6
    Situated on the Cotswold Way and just a short walk from the centre of the Cotswold market town of Winchcombe, Orchard Lea is a fantastic property to base yourself to discover all that the Cotswolds has to offer. Step into the large entrance hall...

    From

    £172

    per night
    View

  • Last Minute Cottages - Fern Cottage
  • 1

    Gloucestershire

    Fern Cottage

    Ref: S188827

    Reviews 40

    2
    4
    Winchcombe is a Cotswold town, found in Gloucestershire lying above the River Isbourne. It is home to beautiful timbered inns, independent shops and businesses, with fresh local produce available to buy to prepare some delicious food on your...

    From

    £98

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Winchcombe
  • 1

    Gloucestershire

    2 Bed Cottage in Winchcombe

    Ref: S230802

    2
    4
    Additional information and rules - Bedrooms - 1 super-king-size zip-and-link (which can be made into a twin on request) and 1 double - Bath, separate shower and WC, 1 WC - Kitchen: gas oven and hob, microwave, fridge/freezer, dishwasher and...

    From

    £94

    per night
    View

  • Last Minute Cottages - Hillside
  • Gloucestershire

    Hillside

    Ref: S1225158

    2
    4
    The idyllic village of Bishops Cleeve sits in the Borough of Tewekesbury, Gloucestershire. The village rests at the foot of Cleeve Hill, the highest point in the Cotswolds and there are several routes with varying degrees of difficulty for...

    From

    £100

    per night
    View

  • Last Minute Cottages - Lower Pack Horse Cottage
  • Gloucestershire

    Lower Pack Horse Cottage

    Ref: S1063221

    2
    4
    The bustling Fairtrade town of Winchcombe, a conservation site, lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample a mouthwatering array of local produce in the town's restaurants, wine bars, tea shops and...

    From

    £106

    per night
    View

  • Last Minute Cottages - The Cottage - Vineyard Street
  • 1

    Gloucestershire

    The Cottage - Vineyard Street

    Ref: S1080415

    2
    4
    Couples can get to know the mighty Cotswolds National Landscape with a stay in this enviable Winchcombe cottage, just a stone’s throw from the town’s atmospheric inns and independent shops. Perfectly positioned on the route from the town centre to...

    From

    £96

    per night
    View

  • Last Minute Cottages - Forge Cottage, Winchcombe
  • Gloucestershire

    Forge Cottage, Winchcombe

    Ref: S598108

    3
    4
    The spacious open-plan ground floor has a modern feel, whilst retaining many characterful features you would expect in a Cotswold cottage. Tasteful furnishings and thoughtful special touches throughout ensure you will want for nothing during your...

    From

    £128

    per night
    View

  • Last Minute Cottages - The Freight Wagon, Gretton, Cheltenham
  • Gloucestershire

    The Freight Wagon, Gretton, Cheltenham

    Ref: S811254

    1
    2
    Peacefully situated in a rural spot on a farm setting near the village of Gretton, just a couple of miles from beautiful Winchcombe, The Freight Wagon has been carefully converted into a unique retreat in the heart of the Cotswolds. Upon entrance,...

    From

    £103

    per night
    View

  • Last Minute Cottages - Postmaster's Lodging
  • Gloucestershire

    Postmaster's Lodging

    Ref: S124616

    Reviews 52

    3
    6
    The Fairtrade town of Winchcombe is situated midway between Cheltenham and Broadway, offering restaurants, wine bars, tea shops, deli's, shops, music and arts festivals, country shows and farmers’ markets. Guided walks around the town are on offer...

    From

    £153

    per night
    View

  • Last Minute Cottages - Delabere Road
  • 2

    Gloucestershire

    Delabere Road

    Ref: S696879

    Reviews 12

    4
    8
    The bustling village of Bishops Tachbrook in Warwickshire boasts half-timbered buildings, a village pub serving good food and real ale, part of which is believed to be haunted, a well-stocked shop and ancient church. Close by is the beautiful town...

    From

    £145

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Winchcombe
  • Gloucestershire

    2 Bed Cottage in Winchcombe

    Ref: S229446

    2
    4
    Additional information and rules No dogs allowed - 2 bedrooms – 1 king-size, 1 super-king-size zip-and-link bed that can be made into singles on request - Ground floor wet room with shower, en suite WC and washbasin - Electric oven and gas...

    From

    £136

    per night
    View

  • Last Minute Cottages - The Garden Retreat
  • Gloucestershire

    The Garden Retreat

    Ref: S1257479

    1
    2
    The bustling Fairtrade town of Winchcombe, a conservation site, lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample a mouthwatering array of local produce in the town's restaurants, wine bars, tea shops and...

    Check for price

    View
    Partner deal

  • Last Minute Cottages - The Barn Reborn - Nrp
  • Gloucestershire

    The Barn Reborn - Nrp

    Ref: S377839

    1
    2

    From

    £134

    per night
    View
    Partner deal

  • Last Minute Cottages - The Lodge At The Granary
  • 3

    Gloucestershire

    The Lodge At The Granary

    Ref: S377836

    1
    2

    From

    £92

    per night
    View
    Partner deal

  • Last Minute Cottages - Hillview Hideaway with Hot Tub
  • Gloucestershire

    Hillview Hideaway with Hot Tub

    Ref: S477971

    1
    2

    From

    £189

    per night
    View
    Showing 1 - 24 of 68 properties

    Winchcombe Holiday Cottages

    Winchcombe - a pretty town, bursting with history and character - sits snugly in the Cotswolds Hills of Gloucestershire. Full of black and white timbered buildings and chocolate box stone cottages, Winchcombe is postcard-perfect. The town's winding alleyways are full of hidden gems, from cosy tearooms to local art galleries.

    Visitors come from miles around to tour Sudeley Castle, a magnificent building surrounded by beautifully sculpted gardens. It's well worth visiting in winter when it puts on a spectacular light show. Winchcombe is a proud Walkers are Welcome town: joining one of the town's special walking or cycling routes is a great way to see heritage sites, natural beauty and wildlife. 

    At Snaptrip, we offer thousands of properties and an attractive best price guarantee. Use our filter option to search for your ideal holiday cottage in Winchcombe. Take care of the practical details, such as a specific number of rooms or accessibility, before indulging your wishlist. Perhaps you fancy a secluded garden, a sociable games room or a log-burning fire? Snaptrip will help you find holiday cottages that tick all your boxes. If you need any further help or have any special requirements, our friendly customer service team are just an email away.

    Places to stay near Winchcombe

    If you like the sound of Winchcombe, then you'll definitely want to explore these fantastic holiday destinations:

    Read more > less >

    Best price guarantee

    No one can beat our prices

    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Did you mean {{ suggestedEmail }}?

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.